Phosgene → o-Nitrobenzyl chloroformate

HRID 1578299Notes

Reaction equation

HRID 1578299 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][OH:7])([O-:3])=[O:2].[C:12](Cl)([Cl:14])=[O:13]>C(Cl)(Cl)Cl>[Cl:14][C:12]([O:7][CH2:6][C:5]1[CH:8]=[CH:9][CH:10]=[CH:11][C:4]=1[N+:1]([O-:3])=[O:2])=[O:13]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 119232-Nitrobenzyl alcohol

Product 1

HCID 11020280o-Nitrobenzyl chloroformate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
65 °C

Procedure

15.3 g. (0.1 mole) of o-nitrobenzyl alcohol is dissolved in 200 ml. of chloroform in a glass bomb tube. The tube is cooled in an ice bath and phosgene is introduced until 20 g. has been condensed. The tube is sealed and heated at 65° C. for 4 hours. The solvent and excess reagent are then removed by distillation and the product, o-nitrobenzyl chloroformate, is obtained as a yellow oil.

Workup

  1. temperatureThe tube is cooled in an ice bath
  2. customcondensed
  3. customThe tube is sealed
  4. customThe solvent and excess reagent are then removed by distillation

Sources & evidence

ORD record
ord-d80751ea81484624a4d676e28d8da4de
Source dataset
uspto-grants-1981_09
Patent number
US04292427

Reaction notes

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